Class of soluble, photooxidatively resistant acene derivatives

Abstract

The present invention is directed towards a new class of semi-conducting acene derivatives. These compounds are all soluble species and they all possess superior resistance to photooxidation as compared to their counterparts that lack the substitution patterns disclosed herein.

What is claimed is: 
     
       1. A photooxidatively resistant acene composition selected from the group consisting of: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
       wherein R 1  is any group containing pi (or π) electrons that is capable of participating in ππ-stacking interactions with the central acene core and R 2  through R 11  represent any group chosen from the following list: hydrogen, alkyl, aryl, heteroaryl, nitrile, carbonyl, trifluoromethyl, halogen, alkylthio, arylthio, alkynyl. 
     
     
       2. The composition of  claim 1 , wherein said photooxidatively resistant acene is: 
       
         
           
           
               
               
           
         
       
     
     
       3. The composition of  claim 1 , wherein said photooxidatively resistant acene is: 
       
         
           
           
               
               
           
         
       
     
     
       4. The composition of  claim 1 , wherein said photooxidatively resistant acene is: 
       
         
           
           
               
               
           
         
       
     
     
       5. The composition of  claim 1 , wherein said photooxidatively resistant acene is: 
       
         
           
           
               
               
           
         
       
     
     
       6. The composition of  claim 1 , wherein said photooxidatively resistant acene is: 
       
         
           
           
               
               
           
         
       
     
     
       7. The composition of  claim 1 , wherein said photooxidatively resistant acene is: 
       
         
           
           
               
               
           
         
       
     
     
       8. The composition of  claim 1 , wherein R 1  is selected from a group consisting carbonyl moieties, alkene moieties, alkyne moieties, diene moieties and aromatic moieties. 
     
     
       9. The composition of  claim 1 , wherein said photooxidatively resistant acene is: 
       
         
           
           
               
               
           
         
       
     
     
       10. The composition of  claim 1 , wherein said photooxidatively resistant acene is: 
       
         
           
           
               
               
           
         
       
     
     
       11. An electronic device comprising an acene derivative selected from one or more of the group consisting of: 
       
         
           
           
               
               
           
         
       
       wherein R 1  is any group containing pi (or π) electrons that is capable of participating in ππ-stacking interactions with the central acene core and R 2  through R 11  represent any group chosen from the following list: hydrogen, alkyl, aryl, heteroaryl, nitrile, carbonyl, trifluoromethyl, halogen, alkylthio, arylthio, alkynyl. 
     
     
       12. The acene derivative of the electronic device of  claim 11 , wherein R 1  is selected from a group consisting of carbonyl moieties, alkene moieties, alkyne moieties, diene moieties and aromatic moieties. 
     
     
       13. The composition of  claim 11 , wherein said photooxidatively resistant acene is: 
       
         
           
           
               
               
           
         
       
     
     
       14. The composition of  claim 11 , wherein said photooxidatively resistant acene is: 
       
         
           
           
               
               
           
         
       
     
     
       15. The composition of  claim 11 , wherein said photooxidatively resistant acene is: 
       
         
           
           
               
               
           
         
       
     
     
       16. The composition of  claim 11 , wherein said photooxidatively resistant acene is: 
       
         
           
           
               
               
           
         
       
     
     
       17. The composition of  claim 11 , wherein said photooxidatively resistant acene is: 
       
         
           
           
               
               
           
         
       
     
     
       18. The composition of  claim 11 , wherein said photooxidatively resistant acene is: 
       
         
           
           
               
               
           
         
       
     
     
       19. The photooxidatively resistant acene of the electronic device of  claim 11 , wherein the photooxidatively resistant acene has the structure 
       
         
           
           
               
               
           
         
       
     
     
       20. The photooxidatively resistant acene of the electronic device of  claim 11 , wherein the photooxidatively resistant acene has the structure: